Patent US4439554A successfully refreshed from Google Patents.
US4439554A
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Dioxo-piperidine substituted tertiary aromatic amine accelerators in acrylic resin
Assignee: HAROLD ARGENTAR 4721 IRIS PLACE ROCKVILLE MARYLAND 20853
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Filing: 1982-06-11
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Granted: 1984-03-27
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Expires: 2002-06-11
Abstract
Abstract Tertiary aromatic amines derived from aminoglutethimide or para-aminophenylacetic acid act as accelerators for the peroxide catalyzed polymerization of acrylic resins, especially methacrylates, acrylates and unsaturated polyesters. The amines are characterized by good hardening, strength, color and toxicity characteristics, and are thereby particularly suited for use in the filling and restoration of human teeth and the cementing of bone.
Inventors
- 👤 Harold Argentar
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 21:48
CPC Classifications
A; A61; A61L; A61L24/00; A61L24/001; A61K; A61K6/00; A61K6/80; A61K6/884; C; C07; C07D; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/86; C07D211/88; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F299/00; C08F299/02; C08F299/04; C08F299/0442; C08F299/0457; Y; Y10; Y10S; Y10S528/00; Y10S528/92
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
119 words
Tertiary aromatic amine accelerators for acrylic resins having the following structure: ##STR20## where R 1 and R 2 are the same or different and are selected from the following groups: (a) --CH 3 , (b) --CH 2 CH 2 C n H 2n+1 with n varying between 0 and 18, ##STR21## where R 1 ', R 2 ' and R 3 ' are each either hydrogen, normal alkyl, --C n H 2n+1 , with n varying between 1 and 20, or t-butyl, but if one R' is t-butyl, then the adjacent R' is hydrogen, ##STR22## where R 1 " is --C n H 2n+1 with n varying from 0 to 17, or (f) --CH 2 CH 2 OH; or
Claim 2
Dependent Claim
119 words
Tertiary aromatic amine accelerators for acrylic resins having the following structure: ##STR20## where R 1 and R 2 are the same or different and are selected from the following groups: (a) --CH 3 , (b) --CH 2 CH 2 C n H 2n+1 with n varying between 0 and 18, ##STR21## where R 1 ', R 2 ' and R 3 ' are each either hydrogen, normal alkyl, --C n H 2n+1 , with n varying between 1 and 20, or t-butyl, but if one R' is t-butyl, then the adjacent R' is hydrogen, ##STR22## where R 1 " is --C n H 2n+1 with n varying from 0 to 17, or (f) --CH 2 CH 2 OH; or
Claim 3
Dependent Claim
45 words
(B) a polymeric amine having 10 or fewer amine units which is the reaction product of the amine (A) in which R 1 and R 2 are each hydrogen with the diglycidyl ether of bisphenol A, or the hydrolysis product of this polymeric amine; or
Claim 4
Dependent Claim
45 words
(B) a polymeric amine having 10 or fewer amine units which is the reaction product of the amine (A) in which R 1 and R 2 are each hydrogen with the diglycidyl ether of bisphenol A, or the hydrolysis product of this polymeric amine; or
Claim 5
Dependent Claim
34 words
(C) a polymeric amine having a chain of type (B) but having terminal amine groups or type (A), where R 1 or R 2 for these terminal groups is as defined in (A); or
Claim 6
Dependent Claim
34 words
(C) a polymeric amine having a chain of type (B) but having terminal amine groups or type (A), where R 1 or R 2 for these terminal groups is as defined in (A); or
Claim 7
Dependent Claim
24 words
(D) a polymeric amine having 10 or fewer amine units which is the reaction product of the amine (B) with methacrylic or acrylic acid.
Claim 8
Dependent Claim
24 words
(D) a polymeric amine having 10 or fewer amine units which is the reaction product of the amine (B) with methacrylic or acrylic acid.
Claim 9
Dependent Claim
15 words
Tertiary aromatic amines as in claim 1 wherein R 1 and R 2 are identical.
Claim 10
Dependent Claim
24 words
Tertiary aromatic amines as in claim 1 wherein the alkyl substituents of R 1 and R 2 have no greater than 5 carbon atoms.
Claim 11
Dependent Claim
36 words
A composition of matter comprising a polymerizable resin selected from the group consisting of an acrylate ester, a methacrylate ester and an unsaturated polyester; a peroxide catalyst; and a tertiary aromatic amine as in claim 1.
Claim 12
Dependent Claim
53 words
A composition of matter as in claim 4 further comprising a reinforcing filler, and wherein the tertiary aromatic amine is selected from the reaction products of the amines of type (A) in which R 1 and R 2 are hydrogen with glycidyl phenyl ether, glycidyl methacrylate, or the diglycidyl ether of bisphenol A.
Claim 13
Dependent Claim
18 words
A composition of matter as in claim 4 wherein the peroxide catalyst is benzoyl peroxide or lauroyl peroxide.
Claim 14
Dependent Claim
35 words
An improved composition of matter comprising a polymerizable resin, a peroxide catalyst and an amine accelerator wherein the improvement comprises the use of a tertiary aromatic amine as in claim 1 as the amine accelerator.
Claim 15
Dependent Claim
36 words
A restorative dental material comprising a polymerizable resin selected from the group consisting of an acrylate ester, a methacrylate ester and an unsaturated polyester; a peroxide catalyst; and a tertiary aromatic amine as in claim 1.
Claim 16
Dependent Claim
24 words
A restorative dental material as in claim 8 wherein the polymerizable resin is a methacrylate ester and the peroxide catalyst is a diacyl peroxide.
Claim 17
Dependent Claim
13 words
A restorative dental material as in claim 9 further comprising a reinforcing filler.
Claim 18
Dependent Claim
15 words
A restorative dental material as in claim 10 wherein the reinforcing filler comprises fused silica.
Claim 19
Dependent Claim
35 words
A bone cement comprising a polymerizable resin selected from the group consisting of an acrylate ester, a methacrylate ester and an unsaturated polyester; a peroxide catalyst; and a tertiary aromatic amine as in claim 1.
Claim 20
Dependent Claim
41 words
A method of polymerizing a polymerizable resin selected from the group consisting of an acrylate ester, a methacrylate ester and an unsaturated polyester which comprises contacting the resin with a peroxide catalyst and a tertiary aromatic amine as in claim 1.
Claim 21
Dependent Claim
58 words
A method of polymerizing a polymerizable resin selected from the group consisting of a acrylate ester, a methacrylate ester and an unsaturated polyester which comprises contacting (a) a liquid component comprising the polymerizable resin, an inhibitor and a tertiary aromatic amine as in claim 1, with (b) a powder component comprising a peroxide catalyst and a reinforcing filler.
Claim 22
Dependent Claim
39 words
A method of treating human teeth for filling and for restorative purposes which comprises contacting the teeth with a restorative dental material comprising a methacrylate ester, a diacyl peroxide catalyst, and a tertiary aromatic amine as in claim 1.
Claim 23
Dependent Claim
47 words
A method of cementing human bone which comprises contacting the bone with a bone cement comprising a polymerizable resin selected from the group consisting of an acrylate ester, a methacrylate ester and an unsaturated polyester; a peroxide catalyst; and a tertiary aromatic amine as in claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-03-27 | 1987-09-26 | 1988-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-27 | 1991-09-26 | 1992-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-27 | 1995-09-26 | 1996-03-27 | $7700.00 | Window Closed / Lapsed |